✦ LIBER ✦
π-Facial selectivities in nucleophilic additions to 4-hetero-tricyclo[5.2.1.02,6]decan-10-ones and 4-hetero-tricyclo[5.2.1.02,6]dec-8-en-10-ones: an experimental and computational study
✍ Scribed by Goverdhan Mehta; Vanessa Gagliardini; U.Deva Priyakumar; G.Narahari Sastry
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 66 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
6
]decan-10-ones and endo-tricyclo [5.2.1.0 2,6 ]dec-8-en-10-ones with hetero atom modifications at the distal C-4 position have been subjected to hydride reduction. p-Face selectivities in these systems are largely governed by the same electronic factors that were earlier identified in the case of the norbornyl system. A computational study demonstrates good predictability at the semi-empirical level.